About The Position

Groupon's Health, Beauty & Wellness vertical is scaling nationwide, and closing that gap means landing new and valuable merchants and getting them excited to join the marketplace. This role owns new-logo enterprise acquisition — nationwide chains and multi-market operators in Health, Beauty & Wellness, including massage and spas. Reporting to your Team Manager, you’ll carry real discretion on deal structure, margin, and contract terms within Enterprise guidelines. You’ll be incentivized based on signed, activated revenue and new accounts. Note: this position is hybrid in Chicago or Texas but will be remote if located in a different state.

Requirements

  • BS/BA in Business, Sales, or a related field, or equivalent experience.
  • 3–5+ years of Enterprise B2B sales experience — Health, Beauty & Wellness is the preference; SaaS, digital media, or a fast-moving marketplace also valuable — closing complex, multi-stakeholder deals.
  • A track record of hitting or beating New Revenue or Gross Profit and GP% targets, with strong historical close rates on time-to-market-critical (TMC) deals.
  • Fluency in deal structuring: margin, contract terms, and the judgment to know when to hold the line and when to flex.
  • Familiarity with appointment booking / reservation platforms and connectivity APIs.
  • Comfort running the full sales cycle solo, from independent research and lead management through close, with minimal oversight.
  • A strategic thinker, presenter, and go-getter — always driving growth and scale.
  • Working AI fluency — you use AI tools as a default part of prospecting and deal prep, not an occasional experiment.
  • Tenacious, but not rigid — you know when flexibility wins the deal.
  • You can read a room and pivot accordingly to land the story.
  • A closer who treats “no” as a data point, not a stop sign.
  • Comfortable being measured on revenue outcomes, not activity.
  • You use AI as a genuine productivity multiplier, not a novelty.
  • Your pipeline, your number. You don’t wait on marketing-sourced leads to hit target; you build your own path to close.
  • You send the outreach before the pitch deck is perfect. Cold, nationwide accounts don’t wait for polish.
  • You chase the logos that move GP, not the easy wins that pad activity metrics.
  • When a deal structure works on a hard account, you document it so the next rep closes faster.
  • Your CRM mirrors reality: pipeline stage, next step, follow-up — always current, never optimistic.

Nice To Haves

  • Health, Beauty & Wellness industry experience
  • SaaS, digital media, or a fast-moving marketplace experience
  • You understand redemption and voucher methodologies (or you’re a quick study and curious to learn).
  • You have built automations and can create agents to help you scale your work.
  • Groupon uses Claude Cowork and Claude Code, but any similar experience is useful.

Responsibilities

  • Run disciplined B2B outreach against a targeted list of high-value nationwide and multi-market prospects, pulling from your own network, independent research, and the lead pipeline.
  • Own the new-logo enterprise pipeline: source, pitch, negotiate, and close nationwide and multi-market HBW merchants — often at the C-suite level.
  • Structure and negotiate complex deal terms — pricing, margin, availability, and contract structure — using Enterprise guidelines.
  • Understand partner needs and motivations before every pitch: business model, consumer base, competitive position, and profit drivers — so you negotiate from insight.
  • Hand off cleanly to Merchant Success after close — align on deal terms and strategy so activation doesn’t lose the momentum you built in the close.
  • Present merchants with strategic proposals and insights to win the deals.
  • Navigate the Health, Beauty & Wellness industry and articulate the nuances of service packages, appointment-based availability, and multi-location pricing.
  • Communicate industry trends and insights to Groupon leadership to influence and shape our strategic roadmap for the Health, Beauty & Wellness business.
  • Use AI tools daily for prospecting, research, and outreach drafting to compress the time between first contact and signed contract.
  • Triage how offer structures will work in terms of connectivity (voucher, API), tax, reconciliation, and more (with input from other teams).
  • Build your own playbook when the standard one doesn’t fit the account.

Benefits

  • Medical
  • Dental
  • Vision
  • EAP
  • 401(k) Match
  • ESPP
  • Life & Disability Insurance
  • FSAs
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